3-Chloro-5-cyclopropyl-2-methylpyrazine → (1R,2S)-1-[(6-cyclopropyl-3-methylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

HRID 1824245Notes

Reaction equation

HRID 1824245 reaction equation
[CH2:1]([C:3]1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][C@@H:13]2[OH:21])=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)C.Cl[C:23]1C(C)=NC=C(C2CC2)N=1>>[CH:9]1([C:6]2[N:5]=[C:4]([NH:11][C@@H:12]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH2:14][C@@H:13]3[OH:21])[C:3]([CH3:1])=[N:8][CH:7]=2)[CH2:10][CH2:23]1

Participants

3

Reactant 2

HCID 221473143-Chloro-5-cyclopropyl-2-methylpyrazineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 58583422(1R,2S)-1-[(6-cyclopropyl-3-methylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Procedure

Following the procedure for the preparation of (1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting 3-chloro-5-cyclopropyl-2-methylpyrazine and making non-critical variations provided the title compound as a solid: 1H NMR (CDCl3) δ 0.95, 1.93, 2.38, 2.61, 3.09, 3.22, 4.75, 5.50, 7.30, 7.77; MS (ESI+) for C17H19N3O m/z 282 (M+H)+.

Sources & evidence

ORD record
ord-49cbcbd7e1bb4a98af96d6b96bf239a2
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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